(6S,7S,9S,12S,13R,14S,16R,19R,20R,21S,22S)-7,9,19-tris-(tert-butyldimethylsilanyloxy)-13,21-bis-(4-methoxybenzyloxy)-6,12,14,16,20,22-hexamethylhexacosa-2,4,23,25-pentaenoic acid methyl ester

Base Information

Chemical Name:(6S,7S,9S,12S,13R,14S,16R,19R,20R,21S,22S)-7,9,19-tris-(tert-butyldimethylsilanyloxy)-13,21-bis-(4-methoxybenzyloxy)-6,12,14,16,20,22-hexamethylhexacosa-2,4,23,25-pentaenoic acid methyl ester
CAS No.:951154-89-5
Molecular Formula:C₆₇H₁₁₄O₉Si₃
Molecular Weight:1147.89
Hs Code.:

(6S,7S,9S,12S,13R,14S,16R,19R,20R,21S,22S)-7,9,19-tris-(tert-butyldimethylsilanyloxy)-13,21-bis-(4-methoxybenzyloxy)-6,12,14,16,20,22-hexamethylhexacosa-2,4,23,25-pentaenoic acid methyl ester

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Chemical Property of (6S,7S,9S,12S,13R,14S,16R,19R,20R,21S,22S)-7,9,19-tris-(tert-butyldimethylsilanyloxy)-13,21-bis-(4-methoxybenzyloxy)-6,12,14,16,20,22-hexamethylhexacosa-2,4,23,25-pentaenoic acid methyl ester

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Technology Process of (6S,7S,9S,12S,13R,14S,16R,19R,20R,21S,22S)-7,9,19-tris-(tert-butyldimethylsilanyloxy)-13,21-bis-(4-methoxybenzyloxy)-6,12,14,16,20,22-hexamethylhexacosa-2,4,23,25-pentaenoic acid methyl ester

There total 3 articles about (6S,7S,9S,12S,13R,14S,16R,19R,20R,21S,22S)-7,9,19-tris-(tert-butyldimethylsilanyloxy)-13,21-bis-(4-methoxybenzyloxy)-6,12,14,16,20,22-hexamethylhexacosa-2,4,23,25-pentaenoic acid methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: C₆₄H₁₁₀O₈Si₃

: 88738-78-7
bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate

: 951154-89-5
(6S,7S,9S,12S,13R,14S,16R,19R,20R,21S,22S)-7,9,19-tris-(tert-butyldimethylsilanyloxy)-13,21-bis-(4-methoxybenzyloxy)-6,12,14,16,20,22-hexamethylhexacosa-2,4,23,25-pentaenoic acid methyl ester

Guidance literature:: bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate; With 18-crown-6 ether; potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃;

C₆₄H₁₁₀O₈Si₃; In tetrahydrofuran; toluene; at -78 ℃; for 6h; Further stages.;
DOI:10.1016/j.tet.2007.05.033

Reference yield:

: 951154-87-3
(5S,7S,6S,8R,11R,13S,14R,15S,18S,20S,21S)-8,18,20-tris(tert-butyldimethylsilanyloxy)-6,14-bis-(4-methoxybenzyloxy)-5,7,11,13,15,21-hexamethyl-24-trityloxytetracosa-1,3,16,22-tetraene

: 951154-89-5
(6S,7S,9S,12S,13R,14S,16R,19R,20R,21S,22S)-7,9,19-tris-(tert-butyldimethylsilanyloxy)-13,21-bis-(4-methoxybenzyloxy)-6,12,14,16,20,22-hexamethylhexacosa-2,4,23,25-pentaenoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 9.4 mg / B-chlorocatecholborane / CH₂Cl₂ / 1 h / -78 °C

2.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h

3.1: potassium bis(trimethylsilyl)amide; 18-crown-6 / tetrahydrofuran; toluene / -78 °C

3.2: 17 mg / tetrahydrofuran; toluene / 6 h / -78 °C

With 18-crown-6 ether; 2-chloro-1,3,2-benzodioxaborole; potassium hexamethylsilazane; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; toluene; 2.1: Dess-Martin oxidation / 3.2: Still-Gennari reaction;
DOI:10.1016/j.tet.2007.05.033

Reference yield:

: 951154-88-4
C₆₄H₁₁₂O₈Si₃

: 951154-89-5
(6S,7S,9S,12S,13R,14S,16R,19R,20R,21S,22S)-7,9,19-tris-(tert-butyldimethylsilanyloxy)-13,21-bis-(4-methoxybenzyloxy)-6,12,14,16,20,22-hexamethylhexacosa-2,4,23,25-pentaenoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h

2.1: potassium bis(trimethylsilyl)amide; 18-crown-6 / tetrahydrofuran; toluene / -78 °C

2.2: 17 mg / tetrahydrofuran; toluene / 6 h / -78 °C

With 18-crown-6 ether; potassium hexamethylsilazane; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; toluene; 1.1: Dess-Martin oxidation / 2.2: Still-Gennari reaction;
DOI:10.1016/j.tet.2007.05.033